Which airports can I use when flying from Kailua-Kona to Chicago Midway Airport?

Flights from Kailua-Kona to Chicago Midway Airport usually depart from Kona Intl (KOA) and arrive at Chicago Midway (MDW).

What cabin classes can I book on flights from Kailua-Kona to Chicago Midway Airport?

Only Economy Class is available on flights from Kailua-Kona to Chicago Midway Airport.

What popular places can I visit in Chicago Midway Airport?

Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago Midway Airport on KAYAK.

How long is a flight from Kailua-Kona to Chicago Midway Airport?

A nonstop flight from Kailua-Kona to Chicago Midway Airport takes 0h 00m, covering 4,213 miles.

Do I need a passport to fly from Kailua-Kona to Chicago Midway Airport?

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Have flight prices from Kailua-Kona to Chicago Midway Airport changed much recently?

Yes. Based on fares seen in the past 5 days, round-trip prices on this route varied from about $581 to $1,050. That means the highest observed fare was about 80% higher than the lowest one.

How are flight prices from Kailua-Kona to Chicago Midway Airport looking right now?

One-way fares from Kailua-Kona to Chicago Midway Airport are currently in line with typical prices for this route. Average one-way fares are about $450.

What is the time difference between Kailua-Kona and Chicago Midway Airport?

Chicago Midway Airport is 5 hours ahead of Kailua-Kona (Central Time vs Hawaii-Aleutian Time). Plan for the time shift when scheduling connections or first-day activities.

What car rental options are available at Chicago Midway Airport (MDW)?

Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include: • Hertz • Dollar • Budget • Alamo • Rent-A-Wreck

$229 CHEAP FLIGHTS from Kailua-Kona to Chicago Midway (KOA - MDW)

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Cheapest one-way

$229

Typical prices: $260-$467

Southwest

Sat 12/8

KOA - MDW • 2 stops

Nonstop flights

Not available

There are currently no direct flights between Kailua-Kona and Chicago Midway Airport. You'll need to take a connecting flight to reach the destination.

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Flight Deals

Cheap Flights from Kailua-Kona to Midway (KOA-MDW)

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Recent round-trip flight deals from Kailua-Kona to Midway

Wed, Nov 11 - Mon, Nov 16

9:30 pm - 3:15 pmKOA Kona Intl-MDW Chicago Midway

13h 45m2 stops Las Vegas Harry Reid Intl Denver Intl

5:20 am - 6:10 pmMDW Chicago Midway-KOA Kona Intl

16h 50m2 stops Phoenix Sky Harbor Intl Honolulu

$581Southwest

Wed, Nov 11 - Mon, Nov 16

11:40 am - 5:55 amKOA Kona Intl-MDW Chicago Midway

14h 15m2 stops Honolulu Oakland

5:50 am - 2:00 pmMDW Chicago Midway-KOA Kona Intl

12h 10m1 stop Las Vegas Harry Reid Intl

$588Southwest

Wed, Nov 11 - Mon, Nov 16

9:30 pm - 1:30 pmKOA Kona Intl-MDW Chicago Midway

12h 00m1 stop Las Vegas Harry Reid Intl

5:50 am - 2:00 pmMDW Chicago Midway-KOA Kona Intl

12h 10m1 stop Las Vegas Harry Reid Intl

$644Southwest

Wed, Nov 25 - Sun, Nov 29

9:00 am - 5:45 amKOA Kona Intl-MDW Chicago Midway

16h 45m1 stop Sacramento Intl

11:00 pm - 12:55 pmMDW Chicago Midway-KOA Kona Intl

17h 55m2 stops Las Vegas Harry Reid Intl Sacramento Intl

$675Southwest

Fri, Sep 25 - Tue, Sep 29

10:10 pm - 5:59 pmKOA Kona Intl-MDW Chicago Midway

14h 49m2 stops Los Angeles Minneapolis St Paul

9:29 am - 7:15 pmMDW Chicago Midway-KOA Kona Intl

14h 46m2 stops Detroit Metropolitan Wayne County Los Angeles

$685Delta

Sat, Sep 26 - Wed, Sep 30

10:10 pm - 6:33 pmKOA Kona Intl-MDW Chicago Midway

15h 23m2 stops Los Angeles Detroit Metropolitan Wayne County

9:59 am - 7:15 pmMDW Chicago Midway-KOA Kona Intl

14h 16m2 stops Minneapolis St Paul Los Angeles

$705Delta

Wed, Nov 25 - Sun, Nov 29

9:00 am - 1:25 amKOA Kona Intl-MDW Chicago Midway

12h 25m2 stops Sacramento Intl Las Vegas Harry Reid Intl

11:00 pm - 12:55 pmMDW Chicago Midway-KOA Kona Intl

17h 55m2 stops Las Vegas Harry Reid Intl Sacramento Intl

$710Southwest

Sun, Sep 27 - Thu, Oct 1

10:00 am - 5:45 amKOA Kona Intl-MDW Chicago Midway

14h 45m1 stop Sacramento Intl

5:10 am - 12:35 pmMDW Chicago Midway-KOA Kona Intl

12h 25m1 stop Las Vegas Harry Reid Intl

$724Southwest

Wed, Nov 25 - Sun, Nov 29

9:00 am - 5:45 amKOA Kona Intl-MDW Chicago Midway

16h 45m1 stop Sacramento Intl

5:45 am - 1:40 pmMDW Chicago Midway-KOA Kona Intl

11h 55m1 stop Las Vegas Harry Reid Intl

$729Southwest

Fri, Oct 9 - Fri, Oct 16

10:00 am - 5:50 amKOA Kona Intl-MDW Chicago Midway

14h 50m1 stop Sacramento Intl

5:10 am - 12:35 pmMDW Chicago Midway-KOA Kona Intl

12h 25m1 stop Las Vegas Harry Reid Intl

$749Southwest

Booking Insights

Price, demand and travel trends for Kailua-Kona to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Kailua-Kona to Chicago Midway Airport with more confidence.

What is the cheapest airline to fly from Kailua-Kona to Chicago Midway Airport?

Southwest ($581) and Delta ($685) are the cheapest airlines to fly round-trip from Kailua-Kona to Chicago Midway Airport according to KAYAK data over the last 5 days.

Find deals

Cheapest flight	$229

Flight from Kailua-Kona to Chicago Midway Airport

When to book flights from Kailua-Kona to Midway

Are your dates flexible? Find out the best times to travel from Kailua-Kona to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated round-trip price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Which airports can I use when flying from Kailua-Kona to Chicago Midway Airport?
Flights from Kailua-Kona to Chicago Midway Airport usually depart from Kona Intl (KOA) and arrive at Chicago Midway (MDW).
What cabin classes can I book on flights from Kailua-Kona to Chicago Midway Airport?
Only Economy Class is available on flights from Kailua-Kona to Chicago Midway Airport.
What popular places can I visit in Chicago Midway Airport?
Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago Midway Airport on KAYAK.
How long is a flight from Kailua-Kona to Chicago Midway Airport?
A nonstop flight from Kailua-Kona to Chicago Midway Airport takes 0h 00m, covering 4,213 miles.
Do I need a passport to fly from Kailua-Kona to Chicago Midway Airport?
No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.
Have flight prices from Kailua-Kona to Chicago Midway Airport changed much recently?
Yes. Based on fares seen in the past 5 days, round-trip prices on this route varied from about $581 to $1,050. That means the highest observed fare was about 80% higher than the lowest one.
How are flight prices from Kailua-Kona to Chicago Midway Airport looking right now?
One-way fares from Kailua-Kona to Chicago Midway Airport are currently in line with typical prices for this route. Average one-way fares are about $450.
What is the time difference between Kailua-Kona and Chicago Midway Airport?
Chicago Midway Airport is 5 hours ahead of Kailua-Kona (Central Time vs Hawaii-Aleutian Time). Plan for the time shift when scheduling connections or first-day activities.
What car rental options are available at Chicago Midway Airport (MDW)?
Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:
• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
- DoubleTree by Hilton Chicago Midway Airport
- Holiday Inn Chicago - Midway Airport S by IHG
- Skylark Motel

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KOA - MDW

$229 Find Cheap Flights from Kailua-Kona to Chicago Midway Airport - Compare and Save

Everything you should know

Cheap Flights from Kailua-Kona to Midway (KOA-MDW)

Recent round-trip flight deals from Kailua-Kona to Midway

Recent one-way flight deals from Kailua-Kona to Midway

Price, demand and travel trends for Kailua-Kona to Chicago Midway Airport flights

What is the cheapest airline to fly from Kailua-Kona to Chicago Midway Airport?

Key details for Kailua-Kona to Chicago Midway Airport flights

Cheapest flight

When to book flights from Kailua-Kona to Midway

Your Kailua-Kona to Chicago Midway Airport flight questions, answered

Your guide to booking Kailua-Kona to Chicago Midway Airport flights

More options for your flight from Kailua-Kona to Midway

Complete your trip to Chicago with a hotel stay or car rental

Information on your arrival and departure airports

Cabin class types available on flights to Midway

Find direct flights to and from Kailua-Kona and Midway

Flights from domestic origins to Midway

Choose which airport to fly into in Kailua-Kona

Flights to other popular destinations

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